Where to stay around Windward Cay, Kissimmee?

Our 2018 property listings offer a large selection of 1,954 vacation rentals near Windward Cay. From 745 Houses to 442 Villas, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Windward Cay for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Windward Cay?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Windward Cay:

  • South Eola: 41 vacation rentals
  • Southeast Orlando: 24,829 vacation rentals
  • Southwest Orlando: 10,463 vacation rentals
  • Florida Center: 144 vacation rentals
  • College Park: 22 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Windward Cay?

VRBO offers a large selection of vacation rentals near lovely places in Windward Cay. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Kilimanjaro Safaris: 40,555 vacation rentals
  • Tupperware Center: 40,262 vacation rentals
  • Osceola Square Mall: 40,756 vacation rentals
  • Wonderworks: 39,714 vacation rentals
  • Osceola County Welcome Center and History Museum: 40,843 vacation rentals

But there are many other points of interest around Windward Cay listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Windward Cay?

Yes, of course. VRBO has 745 Houses in Windward Cay. Our other popular types of vacation rentals in Windward Cay include:

  • Villas: 442 rentals available
  • Condos/Apartments: 351 rentals available
  • Townhouses: 336 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Studios and more.

Can I find a vacation rental with pool in Windward Cay?

Yes, you can select your prefered vacation rental with pool among our 1,808 vacation rentals with pool available in Windward Cay. Please use our search bar to access the selection of vacation rentals available.